Nickel/Photo-Cocatalyzed Three-Component Alkyl-Acylation of Aryl-Activated Alkenes

Abstract

Herein, we disclose a nickel/photo-cocatalyzed three-component alkyl-acylation of aryl-substituted alkenes with aldehydes and electron-withdrawing-group-activated alkyl bromides, providing straightforward access to various ketones under mild and ligand-free conditions. The photocatalyst TBADT plays a dual role in activating the acyl C-H bond of aldehydes via hydrogen atom transfer and reducing the C-Br bond of alkyl bromides via single-electron transfer. While the terminal C-C bond is forged through polarity-matched radical-type addition, nickel is likely involved in the acylation step.

Topics & Concepts